AQA · A-Level · Chemistry

    Course version: 7405 · Version from Sept 2016

    A nucleotide is made up from a phosphate ion bonded to 2-deoxyribose which…

    Full specification wording

    DNA (A-level only): A nucleotide is made up from a phosphate ion bonded to 2-deoxyribose which is in turn bonded to one of the four bases adenine, cytosine, guanine and thymine.

    The unit is built in two condensation steps, and both eliminate water.

    Checked against the AQA 7405 specification (opens in a new tab) on .

    • Point 2 of 5
    • 3 key terms

    Study notes

    From the checked teaching notes for this specification point.

    The idea

    The unit is built in two condensation steps, and both eliminate water. The phosphate joins through the CH₂OH group on carbon five of the sugar, giving a phosphate ester link. The base joins at the far end, at carbon one, through a nitrogen atom that carries a hydrogen in the booklet structure; that N-H and the sugar's OH condense together. So the sugar sits in the middle, phosphate hangs off one end and the base off the other, and phosphate is never bonded straight to base. Each unit carries exactly one base, which is why there are four of them in DNA and why they differ in nothing else. Adenine and guanine are the two-ring purines; cytosine and thymine are the single-ring pyrimidines.

    What earns the marks

    • Naming the three components as a phosphate ion, 2-deoxyribose and one of the four bases.
    • Showing the phosphate bonded to the sugar through an oxygen atom.
    • Showing the base bonded to the sugar through a nitrogen atom.
    • Identifying both linkages as condensation reactions, with water eliminated at each.

    Common mistakes and how to put them right

    • Bonding the base straight to the phosphate, which leaves the sugar dangling off the side.

    • Attaching the base through a carbon atom instead of through nitrogen.

    • Showing two or three bases attached to one sugar.

    • Forgetting that each link is a condensation, so water is never shown as a product.

    • Drawing ribose, which belongs to RNA, in place of 2-deoxyribose.

    Exam tips

    • Say condensation and show the water; the elimination is often a mark in its own right.
    • Draw the sugar first and in the middle, because students who start from the phosphate run out of room and blur the linkage.
    • A structure may be displayed, structural or skeletal provided it is unambiguous, so pick the style that shows the two new bonds most clearly.

    Try the lesson

    The start of the DNA (A-level only): A nucleotide is made up from a phosphate ion bonded to 2-deoxyribose which is in turn bonded to one of the four bases adenine, cytosine, guanine and thymine. lesson, made from checked teaching notes for this specification point.

    Have a go first

    Which sugar is bonded to the phosphate ion in a DNA nucleotide?

    Listen

    The unit is built in two condensation steps, and both eliminate water. The phosphate joins through the CH₂OH group on carbon five of the sugar, giving a phosphate ester link. The base joins at the far end, at carbon one, through a nitrogen atom that carries a hydrogen in the booklet structure; that N-H and the sugar's OH condense together. So the sugar sits in the middle, phosphate hangs off one end and the base off the other, and phosphate is never bonded straight to base. Each unit carries exactly one base, which is why there are four of them in DNA and why they differ in nothing else. Adenine and guanine are the two-ring purines; cytosine and thymine are the single-ring pyrimidines. A strong answer earns marks for these points. naming the three components as a phosphate ion, 2-deoxyribose and one of the four bases. showing the phosphate bonded to the sugar through an oxygen atom. showing the base bonded to the sugar through a nitrogen atom. identifying both linkages as condensation reactions, with water eliminated at each. Exam tip: Say condensation and show the water; the elimination is often a mark in its own right.

    See it

    A top-down flowchart. The top node is 'Phosphate ion', joined by an arrow labelled 'condensation, water eliminated' to '2-deoxyribose'. '2-deoxyribose' is joined by an arrow labelled 'condensation, water eliminated' to 'One of the four bases'. From 'One of the four bases' four arrows lead to 'Adenine', 'Cytosine', 'Guanine' and 'Thymine'. 'Adenine' and 'Guanine' both lead to 'Purine (two rings)', while 'Cytosine' and 'Thymine' both lead to 'Pyrimidine (single ring)'.
    It shows the phosphate ion bonded to 2-deoxyribose, which is bonded to one of the four bases in two condensation steps, and how the four bases split into purines and pyrimidines.

    Key words

    Say what each word means before you turn the card.

    phosphate ester link

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    purines and pyrimidines

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    base to sugar bond

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    See every definition
    phosphate ester link
    The link formed when the phosphate joins through the CH₂OH group on carbon five of the sugar.
    purines and pyrimidines
    Adenine and guanine are the two-ring purines; cytosine and thymine are the single-ring pyrimidines.
    base to sugar bond
    The base joins at carbon one through a nitrogen atom, and phosphate is never bonded straight to base.

    Label the diagram

    Some boxes have lost their names. Pick the right name for each number.

    The diagram again, with 3 boxes numbered instead of named. A top-down flowchart. The top node is 'Phosphate ion', joined by an arrow labelled 'condensation, water eliminated' to '2-deoxyribose'. '2-deoxyribose' is joined by an arrow labelled 'condensation, water eliminated' to 'One of the four bases'. From 'One of the four bases' four arrows lead to 'Adenine', 'Cytosine', 'Guanine' and 'Thymine'. 'Adenine' and 'Guanine' both lead to 'Purine (two rings)', while 'Cytosine' and 'Thymine' both lead to 'Pyrimidine (single ring)'.
    • 1Box 1

    • 2Box 2

    • 3Box 3

    0 of 3 labelled

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